Tetrahydrofuran → 1-[2-[5-(4-Chlorophenyl)-2-ethylphenyl]-2-oxoacetyl]-1-methyl-2-(1-methylsulfonyl-2-propylidene)hydrazine

HRID 579270ノート

反応式

HRID 579270 の反応式
[CH3:1][NH:2][N:3]=[C:4]([CH3:10])[CH2:5][S:6]([CH3:9])(=[O:8])=[O:7].O1CCCC1.C(N(CC)CC)C.[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:31]=[CH:32][C:33]([CH2:41][CH3:42])=[C:34]([C:36](=[O:40])[C:37](Cl)=[O:38])[CH:35]=2)=[CH:26][CH:25]=1>CCCCCC>[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:31]=[CH:32][C:33]([CH2:41][CH3:42])=[C:34]([C:36](=[O:40])[C:37]([N:2]([CH3:1])[N:3]=[C:4]([CH3:10])[CH2:5][S:6]([CH3:9])(=[O:8])=[O:7])=[O:38])[CH:35]=2)=[CH:26][CH:25]=1

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 569425572-[5-(4-Chlorophenyl)-2-ethylphenyl]-2-oxoacetyl chlorideHCID 764689591-Methyl-2-(1-methylsulfonyl-2-propylidene)hydrazine

生成物 1

HCID 866893601-[2-[5-(4-Chlorophenyl)-2-ethylphenyl]-2-oxoacetyl]-1-methyl-2-(1-methylsulfonyl-2-propylidene)hydrazine収率 64.3%

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

実験手順

To a 25 ml volume three-necked flask, 1-methyl-2-(1-methylsulfonyl-2-propylidene)hydrazine (5-2-1) (670 mg), tetrahydrofuran (anhydrous) (2.25 ml), and triethylamine (390 mg) were added under a nitrogen atmosphere. To the mixture, 2-[5-(4-chlorophenyl)-2-ethylphenyl]-2-oxoacetyl chloride (6-c) (937 mg) was added dropwise at 0° C. and stirred for 2 hours. To hexane (15 ml) in a 50 ml volume three-necked flask, the reaction mixture was added dropwise, stirred for 10 minutes, and filtered. The residue was dried under reduced pressure, dissolved in ethyl acetate, and filtered again. The filtrate was concentrated under reduced pressure to give 853 mg of 1-[2-[5-(4-chlorophenyl)-2-ethylphenyl]-2-oxoacetyl]-1-methyl-2-(1-methylsulfonyl-2-propylidene)hydrazine ((4-34)-(1)-67). The filtrate from the first filtration was concentrated under reduced pressure, the residue was subjected to column chromatography (hexane: ethyl acetate=1.5:1) to give 240 mg of additional 1-(2-[5-(4-chlorophenyl)-2-ethylphenyl]-2-oxoacetyl)-1-methyl-2-(1-methylsulfonyl-2-propylidene)hydrazine ((4-34)-(1)-67).

後処理

  1. stirringstirred for 10 minutes
  2. filtrationfiltered
  3. customThe residue was dried under reduced pressure
  4. dissolutiondissolved in ethyl acetate
  5. filtrationfiltered again
  6. concentrationThe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-2ecd3aa1b7084574807842d61f28502c
出典データセット
uspto-grants-2015_05
特許番号
US09040709B2

反応ノート

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